Orgo test 3

What is the product of the following Claisen reaction

3

Which is major product

1

Major

3

What best describes bonds A and B

*a is s-cis; b is s-trans.

Identify the most likely reaction product(s) in the monobromination of 2-pentanone by bromine in the presence of acid in the dark.

1-Bromo-2-pentanone and 3-bromo-2-pentanone

How many atoms are part of the conjugated system of the molecule shown below?

12

What is the Aldol addition product formed from reaction of the following compound with itself?

2

Any pair of aldehyde or ketone reactants where one of the reactants has no alpha-hydrogens will lead to a single aldol product.

2-Methylheptanoic acid

Predict the final product for the following reaction sequence

3

What is the cyclic product formed in the intramolecular Aldol condensation when the following compound is treated with aqueous NaOH?

3

Which one of the following compounds can be prepared using the Michael reaction?

3

How many electron pairs in the following molecule of benzamide are occupying p orbitals?

5

Which of the following represents the most reactive diene in a Diels-Alder cycloaddition?

A

Which of the following best describes A and B for optimizing a Diels-Alder reaction between the diene and dieneophile shown below?

A is electron donating, and B is electron withdrawing.

Acetophenone was treated by one equivalent of LDA, followed by one equivalent of \it{tert}-butyl bromide. What are the most likely reaction products?

Acetophenone and 2-methylpropene

There are several variations of the Aldol reaction. Which of the following types of reactants leads to only one possible product with the Aldol condensation reaction?

Any pair of aldehyde or ketone reactants where one of the reactants has no alpha-hydrogens will lead to a single aldol product.

The following reaction is an example of what type of reaction?

Dieckmann condensation

Which two reactants would undergo a cycloaddition with the fastest rate?

Diene A and Dienophile B

In order to perform C-ethylation of acetophenone, acetophenone was first treated with one equivalent of an amine, followed by one equivalent of bromoethane, and then hydrolysis. Which of the following amines will be the best choice for this synthesis?

Ethylmethylamine

Which of the following bases would completely convert 1,4-cyclohexanedione into an enolate?

Lda and sodium hydride

The following reaction is an example of what type of reaction?

Michael reaction

Which of the following compounds will give a negative iodoform reaction? Select an answer and submit. For keyboard navigation, use the up/down arrow keys to select an answer. a Propanone b 2-Butanone c Ethanal d 3-Pentanone

Pentanone

The first step in the mechanism is the acid catalyzed generation of an enol and then electrophilic addition of bromine. Which cation is formed and why?

Q1 is produced because the electron donation through resonance is more stabilizing than the destabilizing effect of the electronegative oxygen

Which of the following best describes the diene shown below?

S-cis

Match

The enology tautermer is more stable because of aromatic system. Keto tautemer is more stable bc on the greater thermodynamic stability of the c=o etc. more stable by pie system and intramolecular h.

If a Claisen condensation reaction is run using methyl propanoate as the reactant, NaOCH3 is the ideal base. Why is it important to use NaOCH3 and not NaOCH2CH3?

Transesterfication can occur when esters react, and this transesterfication would result in a mixture of products.

Which of the following compounds would liberate the most heat when hydrogenated and why?

a, because it's not conjugated

Which of the following molecules are incapable of acting as dienes in cycloaddition reactions?

b and d

Which of the following best describes a Diels-Alder cycloaddition? Select an answer and submit. For keyboard navigation, use the up/down arrow keys to select an answer. a loss of one π bond and gain of one σ bond b loss of one π bond and gain of two σ bonds c loss of two π bonds and gain of one σ bond d loss of two π bonds and gain of two σ bonds

loss of two π bonds and gain of two σ bonds